Ligand profile

CHEMBL3648591

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₅H₃₄N₆O₅
pchembl 8.77 ~1.7 nM
Mol. weight 618.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648591
UniProt (similar protein)
O00400
pchembl
8.770 (~1.7 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 618.69 Da
LogP (Crippen) 5.71
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 9
Aromatic rings 6 / 7
Heavy atoms 46
Fraction sp³ C 0.29
Formula C₃₅H₃₄N₆O₅

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 140.5
  • −1 ≤ LogP ≤ 5 5.71
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 618.7
  • LogP ≤ 5 5.71
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 140.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2)c(=O)n([C@H]2CC[C@H](Oc3ccc(O)cc3)CC2)c2ncnn12
InChI 
InChI=1S/C35H34N6O5/c1-2-5-31-30(20-22-8-10-23(11-9-22)28-6-3-4-7-29(28)32-38-35(44)46-39-32)33(43)40(34-36-21-37-41(31)34)24-12-16-26(17-13-24)45-27-18-14-25(42)15-19-27/h3-4,6-11,14-15,18-19,21,24,26,42H,2,5,12-13,16-17,20H2,1H3,(H,38,39,44)/t24-,26-
InChIKey 
NVRHBOWNVVBUBJ-YOCNBXQISA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Activity
226773
Binding sites
PF13000

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2159.

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)